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Choose your mistakes carefully.
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I feel that one of the best things a person can do for another is to create a job. So you do OK commercially, and then you try to make a difference of some sort.
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I was just e-mailing a few friends about events that were useful or fun and now my friends of 20 or more have become a mailing list of 7,500 people and a virtual community of at least 10,000 people.
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We think of Craigslist as a form of Social Media.We provide a simple service that is mostly free and we leave money in the community, instead of taking it away. Shared values, nothing fancy, treating people like we want to be treated. What works on the net works for people in general. The net has very little to do with technology, what matters is how people use the technology.
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We want to offer job training and mentoring and build the site with more robust, reliable and flexible technology.
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I do think the biggest problem newspapers have is loss of trust, and I feel that's a result of failure to speak truth to power.
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I need to make an okay living. The people who work for us need to. But after you make a comfortable living, how much more do you need? It's like I make a joke about nerd values, because I'm very much in the rich nerd tradition. And you know, we say, like, hey, people pay us for this stuff, like programming. You know, what else do we need?